63,743

Monroe County, FL Homes

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  • /63

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,389 Sq Ft

    2828 Central Ave, Big Pine Key, FL 33043

    Peaceful Big Pine Key retreat nestled within the beautiful National Key Deer Wildlife Refuge. This ground-level 3-bedroom, 1-bath concrete home offers the laid-back Keys lifestyle surrounded by lush, mature tropical landscaping and abundant natural beauty.The fully fenced yard provides privacy and space to enjoy the peaceful setting, while the durable metal roof and hurricane shutters add

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    2828 Central Ave, Big Pine Key, FL 33043
  • /11

    $3,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    320 Little Miss Muffett Ln, Key Largo, FL 33037

    Amazing 3-bedroom, 2 bathroom unfurnished spacious double wide mobile home oceanside in Key Largo. Boaters dream. 40' dock on canal with direct ocean access. Why buy when you could rent this property for an incredible monthly rent and live the life in paradise. Remodeled, new kitchen with all new stainless kitchen appliances. Amenities included: central air, dishwasher, new stainless-steel

    320 Little Miss Muffett Ln, Key Largo, FL 33037
  • /69

    $1,512,500

    Sold Jul 20, 2026

    24 Mutiny Place, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 2,252 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $672/SF
    • 26 Days On Market

    Current Estimated Value $1,561,400

    Last Listing Agent Sally Stribling Coldwell Banker Schmitt Key Largo

    24 Mutiny Place, Key Largo, FL 33037
    • /2

      Not Listed For Sale

      808 Oakwood Ave, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1994
      808 Oakwood Ave, Key Largo, FL 33037

  • /42

    $1,285,000

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1613 Trinidad Dr, Key West, FL 33040

    Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds.Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating.Concrete, elevated for lower insurance, insulated

    Agent Photo

    Shirley Carey

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1613 Trinidad Dr, Key West, FL 33040
  • /21

    $3,600

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Townhouse for Rent

    594 W Shore Dr, Summerland Key, FL 33042

    Enjoy the laid-back Florida Keys lifestyle in this spacious upstairs 2-bedroom, 1-bath waterfront duplex located on beautiful Summerland Key. With approximately 1,180 square feet of living space, this home offers a comfortable, open layout in a convenient location near Key West, Big Pine Key, and Marathon.Inside, you'll find a bright open-concept living and dining area with plenty of room to

    594 W Shore Dr, Summerland Key, FL 33042
  • /6

    $2,200

    Sold May 15, 2026

    91865 Overseas Hwy Unit 106, Tavernier, FL 33070

    • 1 Bed
    • 1 Bath

    Last Sold Summary

    • 8% Below List Price
    • 6 Days On Market

    Last Listing Agent Kevin Cornell Cornell Commercial Real Estate, Inc.

    91865 Overseas Hwy Unit 106, Tavernier, FL 33070
    • /51

      Not Listed For Sale

      500 Hazel St, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • Built 1970
      500 Hazel St, Key Largo, FL 33037

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Tracey Petrusha LoKation

  • /47

    $669,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    62 Merganser Ln, Key West, FL 33040

    Beautiful Townhome in the GatedKey West Golf Club Community!Welcome to island living in the highly desirable Key West Golf Club community! This charming 2-bedroom, 1.5-bath townhouse is located in one of Key West's most picturesque and peaceful gated neighborhoods.Surrounded by lush tropical landscaping and tree-lined streets, this home offers the perfect blend of relaxation

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    62 Merganser Ln, Key West, FL 33040
  • /12

    $2,950

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    1208 Pearl St Unit 1209 Pearl St upstairs, Key West, FL 33040

    Lovely furnished upstairs loft style apartment near Bayview Park in Key West! NO PETS or smoking! Private full size W/D, large walk in tiled shower, covered decks for tree top living! This is a very clean and well appointed apartment available for professional or military personal! Fenced, landscaped, and private! First, last, and security to move in. Rent includes ALL utilities! Please contact

    1208 Pearl St Unit 1209 Pearl St upstairs, Key West, FL 33040
  • /55

    $5,325,000

    Sold Jun 22, 2026

    75560 Overseas Hwy, Islamorada, FL 33036

    • 4 Beds
    • 4 Baths
    • 3,228 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $1,650/SF
    • 168 Days On Market

    Current Estimated Value $5,854,543

    Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

    75560 Overseas Hwy, Islamorada, FL 33036
    • Unlisted Address

      Est $1,773,325

      Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • Built 2019
      Unlisted Address

      Last Sold Summary

      • 360 Days On Market

      Last Listing Agent Jose Flores MMLS Assoc.-Inactive Member

  • /50

    $2,499,000

    • 6 Beds
    • 4 Baths
    • 3,248 Sq Ft

    581 10th St, Key Colony Beach, FL 33051

    Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    581 10th St, Key Colony Beach, FL 33051
  • /7

    $1,800

    Total Monthly Price

    • Studio
    • 1 Bath
    • 400 Sq Ft
    • House for Rent

    322 Little Miss Muffett Ln, Key Largo, FL 33037

    Live, play, and work in the Florida Keys. A like new ground floor fully furnished private room located in Key Largo. Move in today. Quiet community. Close to shopping, great restaurants, schools, hospital and more. Enjoy the view of the passing boats in the canal as they head out for a day full of fun. Relax in the hammock or get out on the water. Rent includes internet, utilities, cable TV.

    322 Little Miss Muffett Ln, Key Largo, FL 33037
  • /26

    $295,000

    Sold Jan 08, 2026

    6099 Overseas Hwy Unit 13E, Marathon, FL 33050

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Below List Price
    • $454/SF
    • 90 Days On Market

    Last Listing Agent Casey Elliott Key Colony Beach Realty

    6099 Overseas Hwy Unit 13E, Marathon, FL 33050
    • /9

      Est $2,532,438

      Not Listed For Sale

      234 Pescayo Ave, Marathon, FL 33050

      • 3 Beds
      • Built 2023
      234 Pescayo Ave, Marathon, FL 33050

      Last Sold Summary

      • 133 Days On Market

      Last Listing Agent Jim Larson Keller Williams Realty Premier Properties - Kendall

  • /2

    $355,500

    Under Contract

    0 1 Waterfront Tdr Unit 620977, Lower Matecumbe, FL 33036

    Start building immediately with this Waterfront Transferable Development Right (TDR) for use in the Village of Islamorada for a Single Family Residence on the water.Buyer has to verify with the Village if TDR is applicable to vacant lot. Buyer has to pay all closing costs associated with the transaction and the transfer fees to the Village.The Letter of Development Rights

    Agent Photo

    Bettina Garber

    Ocean Sotheby's International Realty

    0 1 Waterfront Tdr Unit 620977, Lower Matecumbe, FL 33036
  • /13

    $3,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 792 Sq Ft
    • Condo for Rent

    3312 Northside Dr Unit 111, Key West, FL 33040

    Available NOW !Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches, shopping, dining, downtown

    3312 Northside Dr Unit 111, Key West, FL 33040
  • /12

    $1,050,000

    Sold Mar 03, 2026

    619 Front St Unit 21, Key West, FL 33040

    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • 86 Days On Market

    Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    619 Front St Unit 21, Key West, FL 33040
    • /2

      Not Listed For Sale

      0 Coconut Dr, Key Largo, FL 33037

      • 8,460 Sq Ft
      0 Coconut Dr, Key Largo, FL 33037

  • /52

    $699,000

    $50K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    629 Powell Ave, Summerland Key, FL 33042

    Welcome to 629 Powell Drive in Little Torch Key, the lowest-priced fully stilted CBS home currently available in the Lower Florida Keys. This elevated 2-bedroom, 1-bath canal-front home offers the ideal combination of affordability, boating access, and island living. Built for peace of mind, the home features a 2018 metal roof, accordion shutters on the doors, and panel shutters for the windows.

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    629 Powell Ave, Summerland Key, FL 33042
  • /18

    $5,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

    634 Louisa St, Key West, FL 33040
  • /25

    $600,000

    Sold Feb 20, 2026

    10 Verde Dr, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Below List Price
    • $1,143/SF
    • 56 Days On Market

    Current Estimated Value $602,739

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

    10 Verde Dr, Key West, FL 33040
    • 296 Buttonwood Shores Dr, Key Largo, FL 33037

      Est $2,384,018

      Not Listed For Sale

      296 Buttonwood Shores Dr, Key Largo, FL 33037

      • 3 Beds
      • 2.5 Baths
      • 2,034 Sq Ft
      • Built 1959
      296 Buttonwood Shores Dr, Key Largo, FL 33037

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Karen Prince Coldwell Banker Schmitt Real E

  • /70

    $3,099,000

    $300K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,056 Sq Ft

    21090 5th Ave, Cudjoe Key, FL 33042

    Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21090 5th Ave, Cudjoe Key, FL 33042
  • /24

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,226 Sq Ft
    • House for Rent

    800 50th Ct, Marathon, FL 33050

    Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

    Haydee Lavastida La Rosa Realty Kendall, LLC

    800 50th Ct, Marathon, FL 33050
  • /33

    $550,000

    Sold Jun 17, 2026

    57485 Gibson St, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $521/SF
    • 77 Days On Market

    Current Estimated Value $570,112

    Last Listing Agent Steven Conley Compass Florida LLC - Tavernier

    57485 Gibson St, Marathon, FL 33050
    • /52

      Est $2,093,397

      Not Listed For Sale

      13 Harbor Dr, Key Largo, FL 33037

      • 4 Beds
      • 3 Baths
      • 3,028 Sq Ft
      • Built 2017
      13 Harbor Dr, Key Largo, FL 33037

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • /40

    $869,500

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    31364 Avenue J, Big Pine Key, FL 33043

    Boating and open-water views await! This Big Pine Key property offers unobstructed water views along with 150 ft. of concrete seawall, protected dockage, and plenty of potential for the buyer who's ready to add some TLC. The spacious 1,291 sq. ft. living area features beautiful water views from the front porch, great room, and main bedroom. A screened porch and open deck overlook the canal that

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    31364 Avenue J, Big Pine Key, FL 33043
  • /19

    $4,160

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    29179 Rose Dr Unit SI ID1545784P, Big Pine Key, FL 33043

    The advertised rate of $4,160/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 27, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    29179 Rose Dr Unit SI ID1545784P, Big Pine Key, FL 33043
  • /60

    $420,000

    Sold Oct 27, 2025

    88500 Overseas Hwy Unit 428, Tavernier, FL 33070

    • 2 Beds
    • 1.5 Baths
    • 794 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $529/SF
    • 179 Days On Market

    Current Estimated Value $455,983

    Last Listing Agent Nerida Deza Keller Williams Capital Realty

    88500 Overseas Hwy Unit 428, Tavernier, FL 33070
    • /17

      Not Listed For Sale

      53 Anchor Dr Unit A, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,528 Sq Ft
      • Built 1972
      53 Anchor Dr Unit A, Key Largo, FL 33037

      Last Sold Summary

      • 324 Days On Market

      Last Listing Agent Olga Grant Swenson & Ecuyer Realty

  • /13

    $325,000

    5950 Peninsular Ave Unit 613, Key West, FL 33040

    40 ft liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's premium

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 613, Key West, FL 33040
  • /15

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • House for Rent

    223 El Capitan Dr Unit B, Islamorada, FL 33036

    Live the Florida Keys lifestyle in this fully furnished upstairs 3-bedroom, 2-bath unit in beautiful Islamorada! This move-in-ready rental offers comfortable island living with utilities and dockage included.Enjoy the convenience of having everything you need from day one, plus easy access to the water and all that Islamorada has to offer.3 Bedrooms | 2 BathsDockage

    Lizette Miller Coldwell Banker Schmitt Islamorada

    223 El Capitan Dr Unit B, Islamorada, FL 33036
  • 2557 Sombrero Blvd, Marathon, FL 33050

    $1,825,000

    Sold Aug 21, 2026

    2557 Sombrero Blvd, Marathon, FL 33050

    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $1,267/SF
    • 24 Days On Market

    Current Estimated Value $1,845,684

    Last Listing Agent Anthony Machado Cignos Real Estate, LLC.

    2557 Sombrero Blvd, Marathon, FL 33050
    • /15

      Not Listed For Sale

      325 Calusa St Unit LOT 469, Key Largo, FL 33037

      • 1 Bed
      • 1 Bath
      • 480 Sq Ft
      • Built 1987
      325 Calusa St Unit LOT 469, Key Largo, FL 33037

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Barbara Guerra RE/MAX All Keys Real Estate

  • /77

    $1,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    27395 Barbuda Ln, Ramrod Key, FL 33042

    Discover the ideal blend of comfort, space, and waterfront living in this beautifully maintained canal-front home on Ramrod Key. Offering 2,392 sq. ft. of living space with 3 bedrooms, 2.5 baths, a versatile bonus room, and loft, this spacious residence is perfectly suited for full-time living, a vacation getaway, or an investment property. With 60' of dockage and easy ocean access, boating

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    27395 Barbuda Ln, Ramrod Key, FL 33042
  • /21

    $6,789

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Condo for Rent

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051

    The advertised rate of $6,789/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051
  • /51

    $2,498,000

    Sold Jun 17, 2026

    611 Sombrero Beach Rd, Marathon, FL 33050

    • 5 Beds
    • 4 Baths
    • 2,656 Sq Ft
    • Built 2023

    Last Sold Summary

    • $941/SF
    • 28 Days On Market

    Current Estimated Value $2,503,675

    Last Listing Agent Ginger Henderson Coldwell Banker Schmitt Real Estate Co.

    611 Sombrero Beach Rd, Marathon, FL 33050
    • /19

      Not Listed For Sale

      Unlisted Address

      • 1 Bed
      • 2 Baths
      • 256 Sq Ft
      • Built 1984
      Unlisted Address

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Barbara Eads Barbara Eads Realty Inc.

Showing Results 161 - 200, Page 5 of 18

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